Samboginone, (rel)-

Details

• Internal ID: 5e6fd8db-0957-4b44-93b8-ec387cce163e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (2S,4S,4aS)-4-hydroxy-4a,8-dimethyl-2-propan-2-yl-3,4,6,7-tetrahydro-2H-naphthalene-1,5-dione
• SMILES (Canonical): CC1=C2C(=O)C(CC(C2(C(=O)CC1)C)O)C(C)C
• SMILES (Isomeric): CC1=C2C(=O)[C@@H](C[C@@H]([C@]2(C(=O)CC1)C)O)C(C)C
• InChI: InChI=1S/C15H22O3/c1-8(2)10-7-12(17)15(4)11(16)6-5-9(3)13(15)14(10)18/h8,10,12,17H,5-7H2,1-4H3/t10-,12-,15+/m0/s1
• InChI Key: NMZVEZTUCAUFCR-ITDIGPHOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:67795
• Q27136272

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7449	74.49%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9548	95.48%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8472	84.72%
P-glycoprotein inhibitior	-	0.8641	86.41%
P-glycoprotein substrate	-	0.8180	81.80%
CYP3A4 substrate	+	0.5296	52.96%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8406	84.06%
CYP2C9 inhibition	-	0.8025	80.25%
CYP2C19 inhibition	-	0.7965	79.65%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.8558	85.58%
CYP2C8 inhibition	-	0.9704	97.04%
CYP inhibitory promiscuity	-	0.9026	90.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8535	85.35%
Skin irritation	+	0.6627	66.27%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7046	70.46%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	+	0.4764	47.64%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7033	70.33%
Acute Oral Toxicity (c)	III	0.5399	53.99%
Estrogen receptor binding	-	0.8054	80.54%
Androgen receptor binding	-	0.6824	68.24%
Thyroid receptor binding	+	0.6389	63.89%
Glucocorticoid receptor binding	+	0.5394	53.94%
Aromatase binding	-	0.8555	85.55%
PPAR gamma	-	0.5887	58.87%
Honey bee toxicity	-	0.8976	89.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.44%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.42%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.23%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.05%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.62%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.41%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.63%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.85%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.18%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.62%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.19%	90.17%

Plants that contains it

• Blumea balsamifera

Cross-Links

• PubChem: 52936973
• LOTUS: LTS0258227
• wikiData: Q27136272